Recently Sold Winchester, CT Homes

• 

  $1,575,000 Sold Jun 30, 2025

  • 2,687 Sq Ft
  • $586/SF
  • 316 Days On Market

  • 7 Beds
  • 4 Baths
  • Built 1890

  508 W Wakefield Blvd, Winsted, CT 06098

  Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong

  Pierre Moran William Pitt Sotheby's Int'l

  508 W Wakefield Blvd, Winsted, CT 06098
• 

  $950,000 Sold Jun 27, 2025

  • 3,216 Sq Ft
  • $295/SF
  • 55 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2008

  355 W Lake St, Winsted, CT 06098

  Sweeping Views, Exceptional Craftsmanship, and Lake Life at Its Finest.Set on a rare half-acre double lot across from Highland Lake, this custom-built 5-6 bedroom home offers panoramic views over First Bay and deeded dock access just steps from your front door-perfectly positioned beside Holland Beach for the ultimate lake lifestyle. Thoughtfully designed and meticulously maintained, the home

  David Sartirana Northwest CT Realty

  355 W Lake St, Winsted, CT 06098
• 

  $157,500 Sold Jun 26, 2025

  • 992 Sq Ft
  • $159/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  19 Riveredge Dr Unit 19, Winsted, CT 06098

  Don't miss your chance to own this beautiful Riveredge condo as these condos go under contract within hours! In the kitchen you will find brand new Stainless Steel appliances as well as brand new cupboards and counters! Freshly painted throughout and new carpet on stairs and second floor. Also, a brand new water tank has been installed! Nothing for you to do but move your belongings in and enjoy

  Maria Smith Turning Point Realty, LLC

  19 Riveredge Dr Unit 19, Winsted, CT 06098
• 

  $269,900 Sold Jun 25, 2025

  • 1,424 Sq Ft
  • $190/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  115 Stanton Ave, Winsted, CT 06098

  Step inside this charming Cape Cod style home as you walk in the front door your in a large living room with wood floors, big picture window and lots of sunshine and seasonal views. The kitchen is bright and sunny and has room for a large table. The master bedroom is also on the main level and features double closets and wood floors. The full bath is also on this level . There is a cozy sunroom

  Mary Mary LeBlanc Realty

  115 Stanton Ave, Winsted, CT 06098
• 

  $860,000 Sold Jun 24, 2025

  • 3,016 Sq Ft
  • $285/SF
  • 90 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1956

  399 Colebrook Rd, Colebrook, CT 06021

  HILLTOP COMFORT IN COLEBROOK - Welcome home and put those cares aside in this meticulously maintained Country Colonial, a home transformed in the 1990's with a seamless conversion from a single level house to a spacious two level home. The 10.15 acres includes two additional building lots, a spring fed pond, apple trees, stone walls, gardens that delight in any season, and a wonderful patio that

  David Taylor Elyse Harney Real Estate

  399 Colebrook Rd, Colebrook, CT 06021
• 

  $113,000 Sold Jun 23, 2025

  • 570 Sq Ft
  • $198/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1985

  11 Gibbs St Unit 9, Winsted, CT 06098

  Welcome to easy, one-level living in this rarely available first-floor end unit at Gilbert Commons! This well-maintained 1 bedroom, 1 full bathroom condo offers approximately 570 square feet of comfortable living space with plenty of natural light and privacy. Inside, you'll find a spacious living room, a well-appointed kitchen with generous cabinet storage, and your own dedicated laundry room.

  David Sartirana Northwest CT Realty

  11 Gibbs St Unit 9, Winsted, CT 06098
• 

  $460,000 Sold Jun 20, 2025

  • 3,021 Sq Ft
  • $152/SF
  • 128 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1875

  288 Torringford St, Winsted, CT 06098

  Welcome to this charming four-bedroom antique home that is beautifully renovated to blend timeless character with modern comforts. As you step inside you'll be greeted by the warmth of refinished hardwood floors and an inviting living room featuring a cozy fireplace and built-in bookcases perfect for relaxing or entertaining. The heart of the home is the brand-new kitchen boasting sleek granite

  Mark Porriello RE/MAX Right Choice

  288 Torringford St, Winsted, CT 06098
• 

  $280,000 Sold Jun 16, 2025

  • 1,424 Sq Ft
  • $197/SF
  • 110 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  174 Boyd St, Winsted, CT 06098

  A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining room has a beautiful built in, the 3 large windows allowing for natural light to brighten the room. Off of the dining room is a nice family room. The kitchen is large and spacious and off the kitchen in the back is a lovely sunroom with a fireplace (natural gas) that has sliders

  Margaret Alexson Elyse Harney Real Estate

  174 Boyd St, Winsted, CT 06098
• 

  $495,000 Sold Jun 09, 2025

  • 754 Sq Ft
  • $656/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1911

  704 W Wakefield Blvd, Winsted, CT 06098

  Quintessential New England Lake Cottage! Three season sweet lakefront retreat with charm and character on Highland Lake - one of CT's largest lakes. Waterfront dock, deck offering long views over the lake and plenty of seating for family bbq's. Recently remodeled kitchen, charming livingroom with stone fireplace, hardwood floors, beams, newer windows / sliding doors, half bath and shower lower

  KAREN NEWTON William Pitt Sotheby's Int'l

  704 W Wakefield Blvd, Winsted, CT 06098
• 

  $286,000 Sold Jun 09, 2025

  • 1,440 Sq Ft
  • $199/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1927

  421 Unity Place, Winsted, CT 06098

  UPDATED | SERENE | CHARMING | 2 LOTS | This Highland Lake retreat is ideal for the 1st time homeowner, getaway retreat or investment opportunity. Nestled in New England's natural beauty, you are sure to enjoy your lush surroundings & stunning views, truly a nature lovers delight. 3+ generous bedrooms, 2 full bathrooms, dining room, fireplaced living room, updated kitchen with stainless

  Michelle Lorenzetti Premier Re Group LLC

  421 Unity Place, Winsted, CT 06098
• 

  $397,000 Sold Jun 04, 2025

  • 1,426 Sq Ft
  • $278/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  323 E Wakefield Blvd, Winsted, CT 06098

  Charming 3-Bedroom Cape in Sought-After Lake Community. Welcome to this beautifully updated 3-bedroom, 2.5-bath Cape nestled in a vibrant lake community offering year-round fun! Enjoy boating, waterskiing, tubing, and all the perks of lake life just steps from your door, with serene water views to enjoy every day. The main level features a bright, inviting living room with hardwood floors and a

  Heather Crabtree Coldwell Banker Realty

  323 E Wakefield Blvd, Winsted, CT 06098
• 

  $314,000 Sold May 30, 2025

  • 1,536 Sq Ft
  • $204/SF
  • 56 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1979

  155 Mathew Rd, Winsted, CT 06098

  Situated on a private road with views of Highland Lake, this beautifully updated home offers a perfect blend of modern comfort and quiet surroundings. Boasting a brand-new roof, siding, windows, as well as new front and back porches this home is ready to go for anyone looking for a great home. Step inside to discover an inviting, light-filled interior with contemporary finishes throughout. The

  Austin Brochu Sullivan Real Estate Inc

  155 Mathew Rd, Winsted, CT 06098
• 

  $250,000 Sold May 30, 2025

  • 2,094 Sq Ft
  • $119/SF
  • 80 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1860

  150 Meadow St, Winsted, CT 06098

  Steeped in history and charm, this 1860-built home offers a blend of classic character and modern updates. With 8 rooms, 4 bedrooms, and 2 baths, this spacious home provides versatile living options. The main level features a kitchen with recent updates, a dining room, a cozy living room, a primary bedroom with an en-suite bath, and a home office. Upstairs, you'll find three bedrooms, a study

  David Sartirana Northwest CT Realty

  150 Meadow St, Winsted, CT 06098
• 

  $144,000 Sold May 29, 2025

  • 1,768 Sq Ft
  • $81/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  9 Loomis St, Winsted, CT 06098

  ZONING IS TG Regulations are tailored to promote desired development patterns that promote an appropriate transition from rural to town uses. Certain uses are permitted, while others require a Special Permit. Nestled just minutes from Highland Lake and downtown Winchester, 9 Loomis Street presents an excellent opportunity for those seeking a fixer-upper with great potential. This colonial-style

  Kristen Duchene Litchfield County Real Estate

  9 Loomis St, Winsted, CT 06098
• 

  $355,000 Sold May 29, 2025

  • 2,239 Sq Ft
  • $159/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  173 Torringford St, Winsted, CT 06098

  Welcome to this beautiful Cape Cod home, offering 2239 square feet of living space. Nestled on a serene 1.79 acre lot, this inviting property provides a perfect blend of comfort and style. Step inside to a generous entry that flows seamlessly into the open living and dining areas, creating an ideal space for both everyday living and entertaining. The huge family room is a true highlight,

  Sandy Fehrs Lamacchia Realty

  173 Torringford St, Winsted, CT 06098
• 

  $279,000 Sold May 19, 2025

  • 1,101 Sq Ft
  • $253/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  56 Lakeview Rd, Winsted, CT 06098

  Don't miss this 3 bedroom Ranch with a 2 car attached garage and an amazing view of Highland Lake - very close proximity to state boat launch and public beach. Some TLC will be well worth the effort here! Roof (2019), heating system (November 2017), and central air!

  Tony Goia The Washington Agency

  56 Lakeview Rd, Winsted, CT 06098
• 

  $320,000 Sold May 16, 2025

  • 1,509 Sq Ft
  • $212/SF
  • 29 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  47 Moore Ave, Winsted, CT 06098

  Nestled in the charming town of Winchester, Connecticut, this beautifully remodeled ranch home offers the perfect blend of modern elegance and cozy comfort. Boasting four spacious bedrooms and seven total rooms, this residence features hardwood floors throughout and a thoughtfully updated galley kitchen that will inspire your inner chef. Gorgeous granite counters and new appliances, with a quaint

  Suzie Larson Turning Point Realty, LLC

  47 Moore Ave, Winsted, CT 06098
• 

  $8,000 Sold May 16, 2025

  • 980 Sq Ft
  • $8/SF
  • 44 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  104 Norfolk Rd, Winsted, CT 06098

  An opportunity for redevelopment! This bungalow-style home, situated on a 0.50-acre lot along State-maintained Route 44, is beyond salvageable and will require demolition. Offering 980 sq. ft. of living space with 5 rooms, including 2 bedrooms and 1 full bath, the property is in unsafe condition and there will be no access granted due to structural concerns. While located in a rural setting, it

  David Sartirana Northwest CT Realty

  104 Norfolk Rd, Winsted, CT 06098
• 

  $190,000 Sold May 15, 2025

  • 1,848 Sq Ft
  • $103/SF
  • 20 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1905

  154 Wallens St, Winsted, CT 06098

  Investors & Owner Occupants, schedule your appointment NOW!!! Come view this 2-family home, price to sell!!! Located near all amenities! Seller is motivated, bring all offers!!!

  Adam Devine Dorrance Realty

  154 Wallens St, Winsted, CT 06098
• 

  $379,000 Sold May 09, 2025

  • 1,531 Sq Ft
  • $248/SF
  • 90 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  244 Colebrook Rd, Winsted, CT 06098

  Welcome to 244 Colebrook Road, a beautifully renovated home that perfectly blends modern upgrades with timeless charm. Move-in ready, this home features thoughtful updates designed to suit all your lifestyle needs. Virtually staged. The first floor opens to a formal living room that seamlessly connects to a gourmet kitchen, outfitted with all-new appliances and a large quartz island seating

  Carol York For Sale By Owner Connecticut

  244 Colebrook Rd, Winsted, CT 06098
• 

  $160,000 Sold May 07, 2025

  • 992 Sq Ft
  • $161/SF
  • 37 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  37 Riveredge Dr Unit 37, Winsted, CT 06098

  Enjoy the private and peaceful setting of Still River right from your bedroom window or private patio all the while being close to the many amenities offered in town. Inside this well-maintained condo you'll find an abundance of natural light flowing in every room, a bright slider opening up to your own patio, all new paint throughout, lots of storage and durable like-new flooring on the main and

  Erin Ruwet Century 21 AllPoints Realty

  37 Riveredge Dr Unit 37, Winsted, CT 06098
• 

  $269,000 Sold May 05, 2025

  • 1,175 Sq Ft
  • $229/SF
  • 35 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1880

  39 Finn St, Winsted, CT 06098

  Fabulous Opportunity to own in the Highland lake community. Walking distance to both beaches and boat launch. This adorable3-4 bedroom home has new hardwood floors thru out the first floor, has been freshly painted, new fridge and stove, roof only 2 yrs old, thermal paned windows. Large storage shed. Open concept with a living room/dining room combo. Large area for gardening and ready to move

  Christine Hunter Hunter Real Estate, LLC

  39 Finn St, Winsted, CT 06098
• 

  $70,000 Sold May 01, 2025

  • 2,016 Sq Ft
  • $35/SF
  • 18 Days On Market

  • 5 Beds
  • Built 1800

  50-52 Cottage St, Winchester, CT 06098

  Investor Special! This four-level, two-family property at 50-52 Cottage St. was previously prepared for demolition but may still hold potential for the right investor. A complete rehab or possible teardown, this property is being sold as-is and will require vision, expertise, and cash-no financing will qualify. Whether you're looking for a full-scale renovation project or a lot for future

  David Sartirana Northwest CT Realty

  50-52 Cottage St, Winchester, CT 06098
• 

  $679,000 Sold Apr 30, 2025

  • 3,870 Sq Ft
  • $175/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1984

  110 South Rd, Winsted, CT 06098

  Discover your private sanctuary in the heart of historic Winchester Center, where tranquility meets nature! This contemporary Cape-style home boasts spacious, light-filled rooms that have been thoughtfully updated throughout. Elegant details such as crown molding, beams, skylights & oversized windows invite the beauty of the outdoors in-all showcasing your private pond! The main floor is designed

  Matthew Egan Regency Real Estate, LLC

  110 South Rd, Winsted, CT 06098
• 

  $160,000 Sold Apr 29, 2025

  • 992 Sq Ft
  • $161/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  14 Riveredge Dr Unit 14, Winsted, CT 06098

  Come see this wonderful sought after condo in a great neighborhood that has been freshly painted and all new appliances in the kitchen as well as a newer water heater that is just a few years old. Close proximity to town and route 8 and just down the street from the Northwestern Connecticut Community College. This unit has a garage that is directly across from the condo and has an additional

  Maria Smith Turning Point Realty, LLC

  14 Riveredge Dr Unit 14, Winsted, CT 06098
• 

  $90,000 Sold Apr 25, 2025

  • 936 Sq Ft
  • $96/SF
  • 18 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  109 Marshall St, Winsted, CT 06098

  Charming bungalow with great potential! This 936 sq. ft. home features 6 rooms, including 3 bedrooms and 1 full bath, situated on a spacious 0.80-acre lot. A detached one-car garage provides additional storage or parking. While this home is in poor condition and will require significant renovation, it presents an excellent opportunity for investors or buyers looking to restore and customize. Will

  David Sartirana Northwest CT Realty

  109 Marshall St, Winsted, CT 06098
• 

  $410,000 Sold Apr 24, 2025

  • 2,313 Sq Ft
  • $177/SF
  • 28 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1971

  52 Lakeview Rd, Winsted, CT 06098

  Welcome to 52 Lakeview Rd, a meticulously maintained Colonial home that has been lovingly cared for by the same family for over 50 years. This 2,300 sq. ft. residence is set on a spacious .47-acre lot in a peaceful, rural neighborhood, offering both privacy and convenience. The main level features a well-designed layout, including a formal living room and dining room, perfect for entertaining.

  David Sartirana Northwest CT Realty

  52 Lakeview Rd, Winsted, CT 06098
• 

  $220,000 Sold Apr 24, 2025

  • 3,115 Sq Ft
  • $71/SF
  • 14 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1900

  830 Main St, Winsted, CT 06098

  Large side by side duplex with 1 and half baths on each side and a finished attic on each side. Lots of potential here but freeze damage as well. As is sale or repairs possible.

  Michelle Grant Coldwell Banker Premier Real Estate

  830 Main St, Winsted, CT 06098
• 

  $275,000 Sold Apr 23, 2025

  • 2,191 Sq Ft
  • $126/SF
  • 41 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1880

  151 Elm St, Winsted, CT 06098

  Step into the warmth and character of this beautiful 5-bedroom single-family home, ideally located in the heart of Winsted. With a wrap-around front porch and a screened rear porch, this home offers the perfect blend of classic charm and modern convenience. Inside, you'll find hardwood floors throughout most of the house, a full bay window in the living room that fills the space with natural

  Jeffrey Liskin Northwest CT Realty

  151 Elm St, Winsted, CT 06098
• 

  $400,000 Sold Apr 21, 2025

  • 1,294 Sq Ft
  • $309/SF
  • 39 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  98 Pinney St, Colebrook, CT 06021

  Charming property nestled on 6+ acres in Colebrook. The house is set back on the property, drive by a lovely pond and garden areas as you drive up to a detached oversized 2-bay garage. A covered porch welcomes you to the front entry. A lovely respite in the warmer months. Enter into a vaulted living room with wood burning stove for those chilly nights. This space is well laid out and includes the

  Tracy Macgowan Elyse Harney Real Estate

  98 Pinney St, Colebrook, CT 06021
• 

  $289,900 Sold Apr 21, 2025

  • 988 Sq Ft
  • $293/SF
  • 61 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1980

  315 E Wakefield Blvd, Winsted, CT 06098

  Charming ranch style home with year round water views! This beautifully updated 3-bedroom, 1-bath ranch home in the sought-after Highland Lake community in Winsted is a true gem. The home has been meticulously cared for, blending modern updates with classic charm. Inside, you'll find a cozy, well-maintained living space that feels inviting and comfortable. The property boasts a spacious, full

  Heather Crabtree Coldwell Banker Realty

  315 E Wakefield Blvd, Winsted, CT 06098
• 

  $290,000 Sold Apr 21, 2025

  • 2,338 Sq Ft
  • $124/SF
  • 6 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1886

  18 Upland Rd, Winsted, CT 06098

  A Great Investment opportunity in this classic charming multi two unit home. The location is convenient to many amenities including Dining, Community College, Highland Lake recreation and much more. Each unit has Washer & Dryer hookups. Up grades include New High Gas Efficiency Furnaces and Hot Water Heaters in 2020. New Thermal Windows & Blown In Insulation 2021 & 2022. Two Car Garage, Large

  Linda Ganem Borla & Associates Real Estate

  18 Upland Rd, Winsted, CT 06098
• 

  $275,000 Sold Apr 17, 2025

  • 1,287 Sq Ft
  • $214/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  58 Cherry St, Winsted, CT 06098

  Charming Cape Cod retreat just a short stroll from the beautiful beaches of Highland Lake! This well-maintained 3-bedroom, 2-bath home has been a cherished getaway for years, offering the perfect blend of comfort and convenience. The main level features a sun-filled living room, a dining room ideal for gatherings, and a kitchen with a center island for easy meal prep. A cozy bedroom and a full

  David Sartirana Northwest CT Realty

  58 Cherry St, Winsted, CT 06098
• 

  $275,000 Sold Apr 16, 2025

  • 1,277 Sq Ft
  • $215/SF
  • 114 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  493 N Main St, Winsted, CT 06098

  Highest and best by 3/10 at 6 PM. Back on the market! Enjoy living in your own home nestled in the scenic Litchfield Hills in this newly renovated three-bedroom house with many updates: Refrigerator, range, microwave, dishwasher, and first floor washer/dryer less than a year old. Hot water heater 2023. Updated electrical 2024. Furnace serviced and updated with new burner 2024. 3 new exterior

  Jessica Sperry Maverick Realty

  493 N Main St, Winsted, CT 06098
• 

  $395,000 Sold Apr 08, 2025

  • 1,818 Sq Ft
  • $217/SF
  • 106 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1875

  47 Orchard St, Winsted, CT 06098

  Renovated to 4 Bedroom and 3 Full-bath home with 2028 SQFT, this stunning Colonial on Private Road a short walk to Highland Lake. This newly remodeled 1875 home seamlessly blends historic charm with modern amenities. Inside discover a spacious floor plan offering an abundance of natural light perfect for both entertaining and everyday living. The custom kitchen is a chef's dream featuring sleek

  Bryan Palladino Showcase Realty, Inc.

  47 Orchard St, Winsted, CT 06098
• 

  $305,000 Sold Apr 07, 2025

  • 1,826 Sq Ft
  • $167/SF
  • 62 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  178 Boyd St, Winsted, CT 06098

  Rare Side-by-Side Duplex with Highland Lake Views Don't miss this unique side-by-side duplex offering stunning views of Highland Lake! This versatile property features an open-concept layout on the first floor in both units, creating a spacious and inviting atmosphere. One unit boasts a vaulted ceiling in the updated kitchen, while the other offers a finished attic that adds two additional

  David Sartirana Northwest CT Realty

  178 Boyd St, Winsted, CT 06098
• 

  $206,000 Sold Apr 01, 2025

  • 1,204 Sq Ft
  • $171/SF
  • 22 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 9, Winsted, CT 06098

  This 3-story condominium boasts two large bedrooms, and 1.5 bathrooms, as well as a 2-car garage with a private indoor entrance. The primary bedroom provides lofty ceilings, a walk-in closet, and its own entry way into the full bath. On the main level, the pellet stove is powerful enough to heat the entire living space whilst having its own thermostat to ensure a comfortable temperature

  Kathleen Miller CT Home Pro, LLC

  111 Riverton Rd Unit 9, Winsted, CT 06098
• 

  $270,000 Sold Mar 31, 2025

  • 1,192 Sq Ft
  • $227/SF
  • 39 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  325 E Wakefield Blvd, Winsted, CT 06098

  Enjoy water views from this charming Colonial located just across the street from Highland Lake. This cozy retreat blends historic charm with modern updates, offering a perfect escape for year-round living or a weekend getaway. Inside, refinished wide-plank hardwood floors add warmth and character, while the freshly painted interior enhances the bright and inviting atmosphere. The living room

  Brigitte Richter William Pitt Sotheby's Int'l

  325 E Wakefield Blvd, Winsted, CT 06098
• 

  $395,000 Sold Mar 28, 2025

  • 1,792 Sq Ft
  • $220/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  102 Sunny Ridge Dr, Winsted, CT 06098

  Charming One-Owner Split Level in a Private Rural Setting. Discover the perfect blend of privacy, space, and convenience in this beautifully maintained 1,800 sq. ft. split-level home, nestled on a serene 1-acre lot at the end of a cul-de-sac abutting the Barkhamsted town line. This home offers seven well-appointed rooms, including a spacious living room with a propane stove set in the fireplace,

  David Sartirana Northwest CT Realty

  102 Sunny Ridge Dr, Winsted, CT 06098
• 

  $85,000 Sold Mar 27, 2025

  • Land
  • 3.06 Acres
  • $27,742 per Acre

  • 5 Days On Market

  0 Platt Hill Rd Unit 24079213, Winsted, CT 06098

  Build on this 3+ acre lot that adjoins Winchester Land Trust. Old soil tests, would need to be re-tested.

  Nadia Corvo Northwest CT Realty

  0 Platt Hill Rd Unit 24079213, Winsted, CT 06098

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